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70162

Sigma-Aldrich

Nalidixic acid

≥99.0% (T)

Synonym(s):

1,4-Dihydro-1-ethyl-7-methyl-1,8-naphthyridin-4-one-3-carboxylic acid, 1-Ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C12H12N2O3
CAS Number:
389-08-2
Molecular Weight:
232.24
Beilstein/REAXYS Number:
750515
EC Number:
206-864-7
MDL number:
MFCD00006884
UNSPSC Code:
12352200

assay

≥99.0% (T)

mp

227-229 °C (lit.)
228-230 °C

solubility

chloroform: 20 mg/mL, clear

mode of action

DNA synthesis | interferes
enzyme | inhibits

SMILES string

CCN1C=C(C(O)=O)C(=O)c2ccc(C)nc12

InChI

1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)

InChI key

MHWLWQUZZRMNGJ-UHFFFAOYSA-N

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General description

Chemical structure: quinolone

Other Notes

Inhibitor of bacterial DNA synthesis

replaced by

Product No.
Description
Pricing

N8878

Nalidixic acid, ≥98%

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
1364172V
1364172
1352614
1310817
1256722

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Studies on the mode of action of nalidixic acid.
A M Pedrini et al.
European journal of biochemistry, 25(2), 359-365 (1972-02-15)
Christopher M Parry
Transactions of the Royal Society of Tropical Medicine and Hygiene, 98(7), 413-422 (2004-05-13)
Multidrug-resistant (MDR) Salmonella Typhi (resistant to chloramphenicol, ampicillin, and trimethoprim-sulphamethoxazole) and isolates with reduced susceptibility to fluoroquinolones (indicated by resistance to nalidixic acid, NaR) have caused epidemics and become endemic in southern Viet Nam during the 1990s. Short courses of
Robert J Commons et al.
The Medical journal of Australia, 196(5), 332-336 (2012-03-22)
To determine incidence and trends in antibiotic resistance in Australian Salmonella enterica subspecies enterica serovars Typhi (S. Typhi) and Paratyphi (S. Paratyphi) isolates over the past 26 years. A retrospective analysis of consecutive microbiologically confirmed enteric fever isolates. All S.
F Petronella et al.
Chemosphere, 91(7), 941-947 (2013-03-08)
Two different nanosized TiO2-based catalysts supported onto glass with tailored photocatalytic properties upon irradiation by UV light were successfully employed for the degradation of nalidixid acid, a widely diffused antibacterial agent of environmental relevance known to be non-biodegradable. Anatase rod-like
Migla Miskinyte et al.
Antimicrobial agents and chemotherapy, 57(1), 189-195 (2012-10-24)
Mutations causing antibiotic resistance usually incur a fitness cost in the absence of antibiotics. The magnitude of such costs is known to vary with the environment. Little is known about the fitness effects of antibiotic resistance mutations when bacteria confront
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